26607-52-3

Upstream product

• 1142-20-7 N-Cbz-Ala 
• 101-83-7 N-cyclohexyl-cyclohexanamine 
• 56-41-7 L-alanin 
• 501-53-1 benzyl chloroformate 

Downstream Products

• 22610-33-9 (2S,2'S)-N-(N-Benzyloxycarbonylalanyl)proline methyl ester 
• 62188-81-2 Z-Ala-Met-OMe 
• 41041-52-5 Z-Ala-Met-OEt 
• 3235-14-1 (S)-2-((S)-2-Benzyloxycarbonylamino-propionylamino)-3-phenyl-propionic acid methyl ester 
• 4864-39-5 N-carbobenzoxy-L-alanyl-L-leucine methyl ester 
• 4864-38-4 (S)-2-((S)-2-Benzyloxycarbonylamino-propionylamino)-3-methyl-butyric acid methyl ester 
• 5673-69-8 N-benzyloxycarbonyl-L-alanyl-L-alanine ethyl ester 
• 2503-32-4 ethyl N-(benzyloxycarbonyl)-L-alanylglycinate 
• 2483-51-4 N-[(benzyloxy)carbonyl]-L-alanyl-L-alanine methyl ester 
• 4840-29-3 Z-L-Ala-Gly-OMe 

Relevant academic research and scientific papers

Efficient and practical procedure for the esterification of the free α-carboxylic acid of amino acid residues with β-(trimethylsilyl)ethoxymethyl chloride and triisopropylsilyl chloride

An efficient and practical procedure for the free α-carboxylic acid esterification of amino acid residues with β-(trimethylsilyl)ethoxymethyl chloride and triisopropylsilyl chloride is described. The reaction takes place under mild conditions and the expected protected amino acids are obtained in good to excellent yields. Our method provides a useful alternative for the C-terminal carboxylic acid protection of amino acids and peptides. Moreover, the removal of such protection was also achieved under mild conditions, without affecting either the other protecting groups at the α-amino moiety and side chains or the optical integrity at the α-position of the amino acid residues. Examples of their use in peptide synthesis are also illustrated.

KINETICS OF THE ALKALINE HYDROLYSIS OF SEVERAL N-BENZYLOXYCARBONYLDIPEPTIDE METHYL AND ETHYL ESTERS

The reaction rates of the alkaline hydrolysis of synthesized N-protected dipeptide methyl and ethyl esters were studied systematically.From the kinetic data the energies of activation, the pre-exponential factors and the reference values at 40 deg C were calculated.The rate of hydrolysis shows to be strongly dependent on the C-terminal amino acid in the sequence Gly >> Ala/Met/Phe > Leu >> Val/Pro.Surprisingly the N-terminal amino acid also exerts an effect, but in a different sequence.N-Terminal Phe in particular shows a relative accelerating effect.Remarkable is the significantly faster ester hydrolysis of glycine containing dipeptide ethyl esters in ethanol/water compared to the corresponding methyl esters in methanol/water.